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Merck
CN

488712

Sigma-Aldrich

(三氟甲基)三甲基硅烷

99%

别名:

(Trifluoromethyl)trimethylsilane, Ruppert 试剂, TFMTMS

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About This Item

线性分子式:
(CH3)3SiCF3
CAS号:
分子量:
142.19
Beilstein:
4241868
MDL编号:
UNSPSC代码:
12352101
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

99%

反应适用性

reaction type: C-C Bond Formation

沸点

54-55 °C (lit.)

密度

0.962 g/mL at 20 °C (lit.)

官能团

fluoro

储存温度

2-8°C

SMILES字符串

C[Si](C)(C)C(F)(F)F

InChI

1S/C4H9F3Si/c1-8(2,3)4(5,6)7/h1-3H3

InChI key

MWKJTNBSKNUMFN-UHFFFAOYSA-N

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相关类别

应用

三甲基(三氟甲基)硅烷可以在以下过程中用作三氟甲基化剂:
  • N-(-丁基亚磺酰基)-亚胺转化为三氟甲基化胺
  • 反式-烯酮转化为反式-α-三氟甲基甲硅烷基醚
  • 偶氮甲亚胺的三氟甲基化
  • H-膦酸酯转化为CF3-膦酸酯
  • 三氟甲基通过亲核加成转化成醛和酮。

象形图

Flame

警示用语:

Danger

危险声明

危险分类

Flam. Liq. 2 - Water-react 2

储存分类代码

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

闪点(°F)

1.4 °F - closed cup

闪点(°C)

-17 °C - closed cup

个人防护装备

Eyeshields, Faceshields, Gloves

法规信息

危险化学品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Craig P Johnston et al.
Journal of the American Chemical Society, 140(35), 11112-11124 (2018-08-07)
The mechanism of CF3 transfer from R3SiCF3 (R = Me, Et, iPr) to ketones and aldehydes, initiated by M+X- (<0.004 to 10 mol %), has been investigated by analysis of kinetics (variable-ratio stopped-flow NMR and IR), 13C/2H KIEs, LFER, addition
Peter T Kaplan et al.
Beilstein journal of organic chemistry, 13, 2297-2303 (2017-11-29)
A number of copper reagents were compared for their effectiveness in trifluoromethylating 4-iodobiphenyl, 4-iodotoluene, and 2-iodotoluene. Yields over time were plotted in order to refine our understanding of each reagent performance, identify any bottlenecks, and provide more insight into the
Stereoselective Nucleophilic Trifluoromethylation of N?(tert?Butylsulfinyl) imines by Using Trimethyl (trifluoromethyl) silane.
Prakash G K, et al.
Angewandte Chemie (International Edition in English), 113(3), 609-610 (2001)
Catalytic enantioselective trifluoromethylation of azomethine imines with trimethyl (trifluoromethyl) silane
Kawai H, et al.
Angewandte Chemie (International Edition in English), 121(34), 6442-6445 (2009)
CsF-catalyzed nucleophilic trifluoromethylation of trans-enones with trimethyl (trifluoromethyl) silane: A facile synthesis of trans-?-trifluoromethyl allylic alcohols.
Singh R P, et al.
Organic Letters, 1(7), 1047-1049 (1999)

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